Location: Sarasota
Do Not Show Listings
4747 WATKINS AVE, SARASOTA, FL 34233
$295,00012 Days on yellowkey MLS ID: TB8511264
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1124 Built: 1979 Tax: $2,272 (2025)Community: SunsetSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,272
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. This charming remodeled 2-3 bedroom masonry home is sure to please. Relax on the front porch (screened) on this quiet tree lined street or enjoy walking/biking the Tamiami Trail that is mins away. The Open Floor Plan has spacious living and dining areas. The entire home has easy care wood grain tile floors in a neutral color. The kitchen updates include a three seat snack bar, over-sized stainless single basin sink, dishwasher, range, built-in microwave and the current refrigerator to be replaced with a brand new cabinet depth model. An oversized large laundry room features a utility sink and high end washer & dryer for added convenience. The two main bedrooms accommodate king sized beds and there is a bonus room perfect for a home office or third bedroom for guests. Freshly painted interior and exterior this home is move in ready. The Roof, A.C. and Water heater were replaced in 2020. Also there is No HOA Fees, No CDD, Plus (No Flood Insurance Required). Centrally located less then 10 mins to World Class Beaches, Beautiful Parks, Fine dining and Shopping and easy access to Interstate 75 makes this a house you will call HOME.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Elizabeth Allstaedt (727-501-5951)
7727 36TH LN E, SARASOTA, FL 34243
$470,00029 Days on yellowkey MLS ID: N6144214
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 1998Monthly Fee: $37 Tax: $5,870 (2025)Community: Country PalmsSpa: YesSingle Family
Taxes:$5,870
Elementary School: None
High School: None
Middle School: None
Remarks: Well-kept pool home in a quiet Sarasota location on a natural spring with convenient access to major corridors, shopping, dining, and area beaches. The interior offers a functional, open layout with 3 bedrooms, 2 bathrooms, vaulted ceilings, and tile flooring throughout. The updated kitchen connects directly to the main living areas, and a split floor plan provides privacy for the primary suite. Additional features include a dedicated dining area, family room, and interior laundry room. The outdoor space is a standout feature, with a heated pool and spa enclosed within a full screened lanai overlooking a tranquil pond. Three sets of sliding glass doors provide seamless access from the family room, dining area, and primary bedroom, creating strong indoor-outdoor flow. Both the front and rear lanais are equipped with fine mesh screening designed to reduce insects. Major system updates have already been completed, including 2023 solar panels servicing the pool pump and water heater, a 2023 HVAC system with an additional split unit in the primary bedroom, and hurricane-impact windows throughout. These improvements contribute to lower utility costs and reduced maintenance concerns. Located in the established Country Palms community with a low HOA and situated in Flood Zone X. Convenient proximity to Sarasota-Bradenton International Airport, downtown Sarasota, and Gulf Coast beaches. A rare opportunity to own a private pool home in this price segment. Assumable VA loan at 2.5 int available for qualified buyers.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000151 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
4527 CEDAR BRUSH TER, SARASOTA, FL 34243
$595,00012 Days on yellowkey MLS ID: A4694364
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2222 Built: 2014Monthly Fee: $192 Tax: $4,504 (2025)Community: Woodbrook Phase Iii-A & Iii-BSpa: NoSingle Family
Taxes:$4,504
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath home located in the sought-after gated community of Woodbrook. Offering 2,222 square feet of thoughtfully designed living space, this open-concept floor plan is perfect for both everyday living and entertaining. The spacious layout features a seamless flow between the living, dining, and kitchen areas, creating a bright and inviting atmosphere throughout the home. Recent upgrades include a brand-new roof, gas water heater, and professional exterior sealing and painting completed in 2025, providing peace of mind and enhanced curb appeal for years to come. Step outside to enjoy the completely fenced backyard, offering privacy and space for relaxing, pets, or outdoor gatherings. Residents of Woodbrook also enjoy access to a community pool and beautifully maintained surroundings. Ideally situated with quick access to I-75, this home is approximately 8 miles (about 15 minutes) from Sarasota-Bradenton International Airport and just 4 miles (about 10 minutes) from The Mall at University Town Center, placing premier shopping, dining, and travel conveniences right at your doorstep. The location also offers easy access to Sarasota’s world-famous beaches, downtown attractions, and entertainment destinations. Don’t miss the opportunity to own this move-in ready home in one of the area’s most desirable gated communities. With major updates already completed and an unbeatable location, this property offers the perfect blend of comfort, convenience, and value.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Anthony Ramdath (941-737-3799)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000147 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$19,996
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
2134 HIVELY ST, SARASOTA, FL 34231
$274,90055 Days on yellowkey MLS ID: A4689194
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1953 Tax: $776 (2025)Community: Pinehurst Park Rep Of Blk ISpa: NoSingle Family
Taxes:$776
Elementary School: Gulf Gate Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Charming Sarasota home offering both comfortable living and excellent investment potential just minutes from Siesta Key. This three-bedroom, one-bath residence features 780 square feet of efficiently designed space, making it an ideal option for a primary home, seasonal retreat, or income-producing property. Major updates have already been completed, including a new metal roof, new A/C system, and new water heater—providing peace of mind and reducing future maintenance costs. The home also features durable concrete board siding and low-maintenance composite decking on the front, side, and rear porches, perfect for enjoying outdoor living without the upkeep. Inside, the kitchen has been previously updated and remains in good condition, offering a functional space that can be enjoyed as-is or enhanced over time to add value. The property’s inviting backyard includes a dedicated fire pit area and a spacious back porch, creating a relaxing setting for entertaining or unwinding. These outdoor features, combined with the home’s manageable size, make it especially appealing for both owners and tenants. Ideally located less than three miles from Siesta Key and close to a variety of shopping and dining options, this home benefits from strong demand in a highly desirable area. Whether you're looking for an affordable place to call home, a seasonal getaway, or a property with solid rental potential, this Sarasota gem offers flexibility, location, and long-term value.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jesse Rutherford (941-685-7141)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00070 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
1958 MORRIS ST, SARASOTA, FL 34239
$1,099,900146 Days on yellowkey MLS ID: A4677121
REDUCED by $95,100 (8.0%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSpa: YesSingle Family
Taxes:$7,088
Remarks: One or more photo(s) has been virtually staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each with its own en suite bathroom—ideal for multigenerational living, extended guests, or a private home office retreat. Light-filled living spaces flow effortlessly, creating an inviting atmosphere for both everyday living and entertaining. The functional layout offers privacy where you want it and openness where it matters most, making the home equally suited for relaxed coastal living or hosting family and friends. NEW ROOF 2025. NO STORM DAMAGE. Step outside to your private fenced backyard oasis, where an oversized sparkling swimming pool takes center stage—perfect for year-round enjoyment in Florida’s sunshine. Located West of the Trail, this home places you in one of Sarasota’s most desirable areas. Enjoy the convenience of being just minutes from Downtown Sarasota, with its vibrant arts scene, dining, and waterfront attractions. The popular Morton's Market and Hillview shops and restaurants are close by for everyday errands and casual nights out, "A" rated Southside Elementary School just around the corner, Siesta Key Beach and Sarasota Memorial Hospital are only moments away, adding peace of mind and unmatched accessibility. Whether you’re searching for a full-time residence, seasonal getaway, or smart investment, this home stands out with its versatile floor plan, unbeatable location, and outstanding value. Opportunities like this in such a sought-after Sarasota setting—are rare. Schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1622 29TH ST, SARASOTA, FL 34234
$199,990206 Days on yellowkey MLS ID: A4663461
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $29,910 (13.0%) on 04/16/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1146 Built: 1960 Tax: $2,645 (2024)Community: Newtown Heights First Add ToSingle Family
Taxes:$2,645
Elementary School: Brentwood Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Price Improvement! New price, $199,990—this is your opportunity to own an affordable single-family home, 3-bedroom, 1-bath in The Newtown neighborhood of Sarasota. Whether you’re a first-time buyer, investor, or looking for a seasonal home, this is an incredible value in THE CITY OF SARASOTA! NO HOA! Affordable living and convenience. Move-in ready. Freshly painted inside and out, this home offers easy-care ceramic tile and vinyl plank flooring throughout—perfect for low-maintenance living. Enjoy peace of mind with a new A/C (2024) and a beautifully updated kitchen featuring granite countertops, under-cabinet lighting, and brand-new appliances (2025) including refrigerator with ice maker, range, microwave, and dishwasher. Step outside to a fully fenced backyard—ideal for gardening, grilling and pets. Location is everything! Just minutes from: Booker High School (Visual & Performing Arts program), Ringling College of Art and Design, The Bay Park, Sarasota Bradenton International Airport, UTC Mall, Siesta Beach and Lido Beach, Robert L. Taylor Community Complex and Payne Park. This home is perfectly positioned near the local bus stop, major roadways including US-301, offering quick access to downtown and surrounding areas. Ideal for first-time buyers, investors, or those looking to downsize. With strong rental potential and NO HOA restrictions, this property is a smart buy in a growing area. Priced to sell.. Schedule your showing today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Gloria Waters (941-356-9386)
5261 HIGHBURY CIR, SARASOTA, FL 34238
$690,00026 Days on yellowkey MLS ID: A4692615
REDUCED by $5,000 (0.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1999Monthly Fee: $285 Tax: $5,284 (2025)Community: The HamptonsSingle Family
Taxes:$5,284
Elementary School: Ashton Elementary
Remarks: Stunning long-lake views set the stage for this beautifully updated 3BR/2BA pool home in The Hamptons at Palmer Ranch. Featuring a brand-new tile roof and gas water heater, this home offers peace of mind along with a spacious open floor plan, soaring cathedral ceilings, and two separate living areas perfect for entertaining. The expansive paver pool deck overlooks the water, creating the perfect setting for sunsets, relaxation, and wildlife views. The newly remodeled kitchen features a custom walk-in pantry, quartz countertops, soft-close cabinetry, and all-new appliances, including a gas stove and hood range. The custom primary bath, laundry room, and all bedrooms have also been thoughtfully updated, bringing fresh modern style throughout the home. Both bathrooms feature glass-enclosed showers, while the primary suite includes a freestanding soaking tub. Additional upgrades include a ceramic tile entertainment wall with built in fireplace, EV Charger, new baseboards, trim, light fixtures, fans, gutters, switches and outlets, a 2021 HVAC system, updated pool cage, and epoxy garage floor. Located in the highly desirable Palmer Ranch community, The Hamptons offers quiet living just minutes from Siesta Key (7.7 Miles), shopping, dining (Sarasota Town Square is getting revamped 3.4 Miles), I-75, top-rated schools, and the Legacy Trail. Perfect for full-time residents, snowbirds, or anyone looking to enjoy the Florida lifestyle.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jack Cline (443-536-6071)
3174 REGATTA CIR, SARASOTA, FL 34231
$433,90041 Days on yellowkey MLS ID: A4689148
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
8592 SNOWFALL ST, SARASOTA, FL 34241
$646,931166 Days on yellowkey MLS ID: A4675754
1 Days Off yellowkey (back on 2/24/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | Dedicated Study | Large Game Room | Gourmet Kitchen - New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Anastasia at 8592 Snowfall Street in Cassia at Skye Ranch! This thoughtfully designed floor plan is perfect for Florida living, blending comfort and style throughout. From the front porch, the angled foyer leads to a convenient laundry room and powder bath. At the heart of the home, a designer kitchen with a spacious pantry opens to the dining area and great room, creating an ideal space for gathering. A private study with French doors adds flexibility, while the lanai extends your living space outdoors. The primary suite is tucked away for privacy and features a generous walk-in closet and a spa-inspired bath with dual vanities and an oversized shower. Upstairs, a loft and game room offer plenty of room to relax, along with three additional bedrooms—one with its own full bath and two sharing another. We chose a special place in the heart of Sarasota to build Skye Ranch. Located at the intersection of Clark Road and Lorraine Road, it’s a premier destination with opportunities to explore, experience and enjoy life, also zoned for Skye Ranch K-8 school. And we took care to preserve the natural beauty and character of the land with grand old oaks and lush palms, forested wetlands, pristine lakes and native wildlife. Miles of trails will connect you to nature, parks and the exceptional amenities within the Skye Ranch community. Additional Highlights include: pocket sliding door at gathering room, gourmet kitchen, game room, shower at bath 2, 8' interior doors throughout and impact windows. Photos are for representative purposes only. MLS#A4675754
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
540 S POLK DR, SARASOTA, FL 34236
$8,250,000115 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$20,946
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
4420 OAK VIEW DR, SARASOTA, FL 34232
$790,00067 Days on yellowkey MLS ID: A4687864
REDUCED by $9,900 (1.2%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1988Monthly Fee: $172 Tax: $2,990 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$2,990
Middle School: McIntosh Middle
Remarks: Don’t miss this rare opportunity to own a BEAUTIFULLY RENOVATED AND PROFESSIONALLY DESIGNED HOME in the highly desirable Lakes Estates community of Sarasota. Ideally situated on a quiet street, this home offers stunning curb appeal, thoughtful design, and an exceptional blend of modern upgrades and timeless character. From the moment you arrive, you’ll be impressed by the attention to detail, high-end finishes, and inviting indoor/outdoor living spaces that make this property truly special.This spacious 2,253 sq ft home features 3 BEDROOMS, 2 BATHROOMS, and a 2-CAR GARAGE (with a BONUS 4TH BEDROOM not reflected in county records). At the heart of the home is an ALL NEW HIGH-END KITCHEN featuring MARBLE COUNTERTOPS AND BACKSPLASH, NEW DESIGNER APPLIANCES, a CUSTOM RANGE HOOD, breakfast nook, soft-close cabinetry, and HIGH-END DESIGNER LIGHTING AND FIXTURES—perfect for both everyday living and entertaining. Just off the kitchen, you’ll find an OVERSIZED LAUNDRY ROOM WITH CUSTOM CABINETS and a utility sink, providing both convenience and ample storage. The home’s SPLIT FLOOR PLAN offers privacy, with the master suite located off the great room, with two bedrooms and a bath tucked away on the opposite side of the home. The ALL NEW SPA-LIKE MASTER SUITE is a true retreat, featuring a CUSTOM GLASS-ENCLOSED SHOWER, DUAL SINKS, sleek cabinetry, designer lighting and fixtures, skylight, and a LARGE WALK-IN CLOSET WITH BUILT-IN STORAGE. Enjoy direct access to the lanai through a POCKET SLIDING DOOR, as well as a unique private outdoor seating area accessible from the master bath—perfect for quiet mornings or evening relaxation. The GREAT ROOM showcases VAULTED CEILINGS WITH AN EXPOSED BEAM, creating a bright and open atmosphere. A stunning ELECTRIC FIREPLACE WITH CUSTOM STONE FACADE AND WOOD MANTLE serves as the focal point, flanked by MATCHING ARCHED BUILT-IN BOOKSHELVES with custom cabinetry and marble countertops. Seamlessly blend indoor and outdoor living with TWO SETS OF OVERSIZED POCKET SLIDING DOORS that open to the covered and fully screened lanai—ideal for entertaining or enjoying Florida’s beautiful weather year-round. The LARGE, OPEN BACKYARD offers plenty of room to design your dream pool and outdoor oasis, while the front yard features NEW SOD and mature landscaping that enhances the home’s curb appeal. Additional upgrades include NEW FLOORS, NEW LIGHTING, CUSTOM TILE, and FRESH PAINT (interior and exterior), along with a FIVE ZONE IRRIGATION SYSTEM, NEW WINDOWS (2026), NEW ROOF (2023), AC (2012), and a 2-CAR GARAGE WITH NEW EPOXY FLOOR COATING. Residents enjoy access to community amenities including a CLUBHOUSE, FITNESS CENTER, POOL, AND TENNIS COURTS. Conveniently located just a short drive to downtown Sarasota, top-rated schools, dining, shopping, and the area’s WORLD-FAMOUS GULF BEACHES, this home offers the perfect combination of comfort, style, and location. Don’t miss your chance to own this MOVE-IN READY, ONE-OF-A-KIND PROPERTY in one of Sarasota’s most convenient and sought-after areas. Schedule your private showing today!
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Tori Krebs (360-719-0781)
3803 FERGUSON ST, SARASOTA, FL 34233
$359,00035 Days on yellowkey MLS ID: A4690491
REDUCED by $6,000 (1.6%) on 05/29/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1957 Tax: $3,851 (2025)Community: Clark MeadowsSingle Family
Taxes:$3,851
Remarks: Flexible opportunity in one of Sarasota’s most desirable and centrally located areas—ideal as an investment property or a place to call home. This 4-bedroom, 2-bathroom property is currently generating nearly $2,400/month in rental income through June 30, with a reliable tenant in place who takes great care of the home and would love to renew, providing immediate cash flow. For buyers planning ahead, you have the option to move in after the current lease ends. No HOA or CDD fees! Located just minutes from Gulf Gate and world-famous Siesta Key Beach, this home offers easy access to some of Sarasota’s best dining, shopping, and entertainment. Its central location, along with convenient access to I-75, continues to drive strong demand from both renters and homeowners. Inside, the home features a comfortable and functional layout with a bright living room highlighted by bay windows, a dedicated dining area, and a well-equipped kitchen with full appliances and durable ceramic tile flooring. The primary suite includes a walk-in closet and private en-suite bath with a walk-in shower, while three additional bedrooms offer flexibility for family, guests, or a home office. Outside, the large fenced backyard provides privacy and space to relax or entertain. Whether you’re looking for steady rental income or a well-located home for the future, this property offers a great combination of both in the Sarasota market.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
1150 WILLIS AVE, SARASOTA, FL 34232
$799,000249 Days on yellowkey MLS ID: A4666350
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3045 Built: 1957 Tax: $4,178 (2024)Community: Peaceful Vista HomesSingle Family
Taxes:$4,178
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! LIVE, WORK & HOMESTEAD—JUST MINUTES FROM DOWNTOWN SARASOTA! Bring your animals, your toys, and your vision—this rare 1.5-acre property offers the space and flexibility you’ve been searching for. Whether you’re dreaming of a private homestead, family compound, or income-producing property, this one delivers. The main home features 3 bedrooms, 3 bathrooms, and a 2.5-car garage, while the detached 1-bedroom, 1-bath cottage with full kitchen opens the door to endless possibilities—perfect for multi-generational living, guests, rental income, or a private home office. Inside, the heart of the home is a chef-inspired kitchen with three ovens, two sinks, and generous prep space—ideal for entertaining or large family gatherings. Natural light pours in through floor-to-ceiling front windows, creating a warm and inviting atmosphere. The cozy living room with brick fireplace and built-ins adds charm, while French doors lead from the separate TV room to an expansive screened lanai—perfect for morning coffee and peaceful garden views. Step outside and experience true Florida living—room for animals, gardens, equipment, and more, all with the privacy of two separate entrances. This property is ideal for those looking to create a self-sustaining lifestyle without sacrificing convenience. Additional highlights include: Metal roof for durability Two A/C units (one brand new) Located in a non-flood zone Just minutes to shopping, dining, and I-75 Approximately 20 minutes to Gulf Coast beaches Located near Nathan Benderson Park, you’ll enjoy easy access to world-class recreation while still having your own private retreat. BONUS: The adjacent 1-acre parcel is also available—expand your footprint, increase privacy, or explore future opportunities. This is more than a home—it’s a lifestyle.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Becky Denny (941-914-1327)
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,575,000113 Days on yellowkey MLS ID: A4681866
REDUCED by $15,000 (0.9%) on 05/29/2026
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSingle Family
Taxes:$13,058
Remarks: Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
7208 GREAT EGRET BLVD, SARASOTA, FL 34241
$1,090,00074 Days on yellowkey MLS ID: A4686940
REDUCED by $10,000 (0.9%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4057 Built: 2022Monthly Fee: $235 Tax: $8,941 (2025)Community: Heron LandingSingle Family
Taxes:$8,941
Elementary School: Lakeview Elementary
Remarks: Better than new and built in 2022, this ENERGY STAR® certified custom Ashwood II in the gated community of Heron Landing offers the perfect blend of space, style, and efficiency, with serene east facing lake views and top of the line upgrades throughout. The main living areas feature 32x32 marble look tile, a custom stone fireplace, and a showpiece kitchen with a waterfall quartz island. The primary suite is a true retreat with a spa like bath, waterfall quartz vanity, and floor to ceiling tiled showers. Flexible living spaces include a den, loft, and a custom dining room included with the purchase. Plantation shutters and solar shades on the sliders add style and everyday functionality. Step outside to enjoy lake views and a backyard ready for seamless indoor outdoor living, complete with a private pool bath. The 3 car garage with epoxy coated floors and additional custom finishes make this home truly move in ready. Located in a private, gated community of just 95 homes, you will enjoy privacy and tranquility while being minutes from Siesta Key Beach, Downtown Sarasota, Palmer Ranch, Lakewood Ranch, shopping, dining, and top rated schools. Homes with this level of design, upgrades, and location do not come around often, so schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,895,000126 Days on yellowkey MLS ID: A4679534
REDUCED by $104,999 (5.2%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2939 Built: 2004 Tax: $18,817 (2025)Community: Mckune SubSpa: YesSingle Family
Taxes:$18,817
Remarks: Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a spacious great room with soaring 18-foot ceiling and tasteful hand-hewn hardwood oak flooring that exudes warmth and character. A convenient dry bar equipped with its own refrigerator, wine cooler, and adjacent powder room makes entertaining effortless. Integrated surround sound creates the perfect ambiance throughout the first floor, while French doors open to a generous 20' x 12' screened lanai featuring a private relaxing hot tub. The thoughtfully designed kitchen is well suited for the culinary enthusiast, featuring an abundance of custom cabinetry with pull-out shelves, under-cabinet lighting, and expansive counter space. Premium appliances include an island-mounted DCS gas range with professional-grade hood, Sub-Zero refrigerator, Bosch dishwasher, and a built-in Miele espresso/cappuccino maker for your morning ritual. The adjacent dining area provides ample space for gathering family and friends around the table. A downstairs office showcases custom-built cabinetry and shelving, creating an ideal work-from-home environment. Quality touches throughout include solid wood core doors and a convenient in-wall vacuum system. Retreat to your spacious primary bedroom where French doors open to a private balcony overlooking mature, lush landscaping. Dual walk-in closets feature organized closet systems, while the spa-inspired en-suite bath boasts stone countertops, a solid wood vanity with dual sinks, an oversized shower with rainfall sunflower head, and a stunning Oceania jacuzzi soaking tub. Two spacious secondary bedrooms share a Jack and Jill bathroom perfect for family or guests. The upstairs laundry room is thoughtfully equipped with its own sink, folding table, and storage cabinetry. A fully equipped outdoor kitchen and patio bar complete with refrigerator, sink, gas grill w/range hood, kegerator, and granite bar provide a great gathering spot. Hurricane impact windows throughout, a metal roof, and resilient Hardie board siding provide exceptional protection against Florida's elements. Situated 20+ feet above base flood elevation, flood insurance is not required, offering both security and long-term savings. 3-car carport. In addition to the amenities of Southside Village you're in close proximity to Sarasota Memorial Hospital, downtown Sarasota, top-rated schools including Sarasota High and Southside Elementary and only 5 miles to world-renowned Siesta Key beach Everything you love about Sarasota living is moments away. This exceptional residence offers the complete package: prime location, superior construction, thoughtful amenities, and the ultimate Sarasota lifestyle. Schedule your private showing today. ________________________________________
Listing Agent: Allen Conrad (941-544-0143)
8111 SANTA ROSA CT, SARASOTA, FL 34243
$1,200,000131 Days on yellowkey MLS ID: A4679494
INCREASED by $50,000 (4.3%) on 04/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3661 Built: 2007Monthly Fee: $200 Tax: $10,406 (2024)Community: Sonoma Ph ISpa: YesSingle Family
Taxes:$10,406
Elementary School: Kinnan Elementary
Remarks: A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness. New AC systems and a new water heater (2022), solar panels installed in 2022, and a whole-house generator provide exceptional energy efficiency, resilience, and peace of mind—features increasingly sought after in luxury Florida real estate. Outdoors, the private pool area has been transformed into a resort-style retreat. Upgrades include a new pump, filter, heater, and automation system (2022), a rescreened pool enclosure (2022), and a complete resurfacing with new tile and pavers (2024)—ideal for elegant entertaining or tranquil everyday enjoyment. Located moments from shopping, dining, UTC Mall, major roadways, and Sarasota’s world-renowned beaches, this move-in-ready home offers a rare combination of space, upgrades, energy-conscious living, and gated-community privacy. Currently tenant-occupied with an active lease in place. Lease details available upon request.
Listing Agent: Evona Poplawski (941-228-9455)
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